I have never tried to run the PSI on a server and as you have already noticed the PSI is not intended for servers, nor is it supported. Perhaps someone else who sees your thread has some experience in this area. Otherwise you could also just give it a try and see if you can get it to work. However, I will not be able to assist you.

I second that. SMB should cover Windows Server aswell.
We are a small company with under 20 PC's, but still have a hyper-v cluster running, and with VM's we bringt it up to 6 VM's that all need patching.

In this case we might go with WSUS in future anyway, and on servers you usually don't have to many different programms installed than on a Desktop, but anway it would be nice to have it in one overview.

More important of couse it, that clients get updates from third party without needing an admin to type in admin credentials, and from my tests, this seems to work fine when Java Update was installed.